CN102002236A - Water dispersion of aromatic polysulfone resin particles - Google Patents
Water dispersion of aromatic polysulfone resin particles Download PDFInfo
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- CN102002236A CN102002236A CN2010102679413A CN201010267941A CN102002236A CN 102002236 A CN102002236 A CN 102002236A CN 2010102679413 A CN2010102679413 A CN 2010102679413A CN 201010267941 A CN201010267941 A CN 201010267941A CN 102002236 A CN102002236 A CN 102002236A
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D181/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing sulfur, with or without nitrogen, oxygen, or carbon only; Coating compositions based on polysulfones; Coating compositions based on derivatives of such polymers
- C09D181/06—Polysulfones; Polyethersulfones
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Abstract
The invention provides a water dispersion of aromatic polysulfone resin particles, namely a dispersion in which aromatic polysulfone resin particles are dispersed in water. The aromatic polysulfone resin particles comprises a aromatic polysulfone resin having oxygen-containing groups selected from among hydroxyl groups and oxyanion groups in an amount of 1.6 or more groups relative to 100 repeating units forming the aromatic polysulfone resin; and have the volume average particle diameter of 50 [mu]m or less. The dispersion is less likely to cause settlement of the aromatic polysulfone particles and is suited for use as an aqueous coating material.
Description
Technical field
The present invention relates to a kind of dispersion, wherein the aromatic polysulphone resin particles dispersed is in water.
Background technology
Because aromatic polysulphone resin has excellent heat resistance and chemical resistant properties, so this resin is used for various application.As one of usage, aromatic polysulphone resin is used for coating material with the form of solution or dispersion.For example, JP-A-2001-146571 discloses a kind of coating material, it comprises aromatic polysulphone resin, fluoro-resin and organic solvent, and advised a kind of aromatic polysulphone resin, it has terminal hydroxyl and has predetermined reduced viscosity (reduced viscosity), is used as aromatic polysulphone resin.
Summary of the invention
The viewpoint of the Working environment when handling from improving preparation or coating, in addition from saving the viewpoint of handling and reclaiming the cost of organic solvent, than the oil paint material that wherein comprises as the organic solvent of dispersion medium, as coating material, more preferably wherein comprise water-borne coatings material as the water of dispersion medium.Yet, for aromatic polysulphone resin, be difficult to soluble in water and, when the aromatic polysulphone resin particles dispersed that is used for conventional coating material during at water, particle is easy to sedimentation, and is dispersed simultaneously bad.Therefore, one of target of the present invention is to provide a kind of aromatic polysulfones particulate dispersion that contains as the water of dispersion medium, and it seldom can cause the sedimentation of aromatic polysulfones particulate and be suitable for use as the water-borne coatings material.
In order to realize above-mentioned target, the invention provides a kind of dispersion, wherein satisfy following (a) and the aromatic polysulphone resin particles dispersed (b) of requiring in water:
(a) form aromatic polysulphone resin particulate aromatic polysulphone resin and have oxy radical, it is selected from hydroxyl and oxygen anion (oxyanion) group, and quantity is 1.6 or more a plurality of group, with respect to 100 repeating units that form aromatic polysulphone resin; With
(b) aromatic polysulphone resin particulate volume averaging particle diameter is 50 μ m or lower.
The present invention also provides a kind of coating material that comprises this dispersion.
In dispersion of the present invention, because the aromatic polysulphone resin particle seldom can be dispersed in the water by settled state with particle wherein, dispersion can suitably be used as the water-borne coatings material, and it can provide thermotolerance and the fabulous coated thin film of chemical resistant properties.
Embodiment
Dispersion of the present invention comprises aromatic polysulphone resin particle and water, and wherein the aromatic polysulphone resin particles dispersed is in water.
Forming aromatic polysulphone resin particulate aromatic polysulphone resin is to have aryl of containing (that is, by remove the residue of two hydrogen atoms acquisitions that are bonded to its aromatic ring from aromatic substance) and alkylsulfonyl (SO
2-) the resin of repeating unit.Preferably, aromatic polysulphone resin, from thermotolerance and chemical-resistant viewpoint, has repeating unit (being sometimes referred to as " repeating unit (1) " hereinafter) by following formula (1) expression, and can further have other repeating unit as (hereinafter by the repeating unit of following formula (2) expression, be sometimes referred to as " repeating unit (2) ") and by the repeating unit (being sometimes referred to as hereinafter, " repeating unit (3) ") of following formula (3) expression.Aromatic polysulphone resin has repeating unit (1), and its ratio is 50-100mol% and 80-100mol% more preferably, based on the sum of whole repeating units.
-Ph
1-SO
2-Ph
2-O- (1)
In formula (1), Ph
1And Ph
2Be phenylene independently of one another, and be present in the phenylene hydrogen atom each can be replaced by alkyl, aryl or halogen atom independently.
-Ph
3-R-Ph
4-O- (2)
In formula (2), Ph
3And Ph
4Be phenylene independently of one another, be present in the phenylene hydrogen atom each can be replaced by alkyl, aryl or halogen atom independently, and R is alkylidene group (alkylidene), Sauerstoffatom or sulphur atom.
-(Ph
5)
n-O- (3)
In formula (3), Ph
5Be phenylene, be present in the phenylene hydrogen atom each can be replaced by alkyl, aryl or halogen atom independently, and n is the integer of 1-3, and when n be 2 or when bigger, a plurality of Ph
5Can be identical or different.
By Ph
1To Ph
5In the phenylene of any expression can be to phenylene, metaphenylene or adjacent phenylene, and preferably to phenylene.The example that can replace the alkyl that is present in the hydrogen atom in the phenylene comprises methyl, ethyl, n-propyl, sec.-propyl, normal-butyl, isobutyl-, sec-butyl and the tertiary butyl, and the number of carbon atom can be 1-5.The example that can replace the aryl that is present in the hydrogen atom in the phenylene comprises phenyl, 1-naphthyl, 2-naphthyl and p-methylphenyl, and the number of carbon atom can be 6-15.The example of the alkylidene group of being represented by R comprises methylene radical (methylene), ethylidene (ethylidene), isopropylidene (isopropylidene) and 1-butylidene (1-butylidene), and the number of carbon atom can be 1-5.
In the present invention, form aromatic polysulphone resin particulate aromatic polysulphone resin and have oxy radical, it is selected from hydroxyl and oxygen anion group, and its quantity is 1.6 or more a plurality of group, with respect to 100 repeating units that form aromatic polysulphone resins.What please note is that the oxygen anion group is the group that forms by disassociation proton from hydroxyl.
Have the aromatic polysulphone resin of the oxy radical of such quantity in scope as mentioned above by use, can improve the aromatic polysulphone resin particulate dispersiveness in water.In addition, the quantity of such oxy radical can be 4 or still less, and preferably 3 or still less, with respect to the repeating unit of 100 aromatic polysulphone resins.
Preferably, above-described oxy radical all is a hydroxyl.Oxy radical preferably is bonded to the aromatic ring of aromatic polysulphone resin so that as phenolic hydroxyl or oxygen anion group.In addition, oxy radical is preferably located in the end of the main chain of resin.
The oxygen anion group usually exists with the counter cation that is connected to it.The example of counter cation comprises alkalimetal ion such as lithium ion, sodium ion and potassium ion, and alkaline-earth metal ions such as magnesium ion and calcium ion, by making ammonia or uncle to the ammonium ion of the protonated acquisition of tertiary amine, and quaternary ammonium ion.When counter cation was polyvalent cation such as alkaline-earth metal ions, pair anion can comprise a plurality of oxygen anion groups, perhaps can comprise oxygen anion group and other negatively charged ion such as chlorion and hydroxide ion.
Be used for aromatic polysulphone resin of the present invention and have such reduced viscosity, preferably 0.25 to 0.60dL/g, and more preferably 0.30 to 0.55dL/g and still more preferably 0.36 to 0.55dL/g.If the reduced viscosity of aromatic polysulphone resin is too little, when the dispersion of gained is used as coating material, the intensity of coated thin film may be lowered and, if the reduced viscosity of aromatic polysulphone resin is too big, the aromatic polysulphone resin particle of gained becomes and is difficult to be ground.
In addition, when the dispersion of gained during as coating material, the viewpoint from the wearing quality of coated thin film is used for aromatic polysulphone resin of the present invention and has preferably 400 ℃ or higher thermogravimetry 5% weight loss temperature.Here, in the thermogravimetry 5% weight loss temperature be wherein in thermogravimetry analysis (TGA) under heating condition, than weight at 25 ℃ of following resins, weight resin reduces by 5% o'clock temperature, and can the operational analysis device, TGA7 type (by Perkin-ElmerCo., Ltd make) heats with the speed of 20 ℃/min in nitrogen gas stream simultaneously and measures.
Aromatic polysulphone resin can suitably make corresponding aromatics dihalo sulphones and aromatic dihydroxy compound polycondensation produce in height polar organic solvent by an alkali metal salt that uses carbonic acid.For example, use by the compound (being sometimes referred to as " compound (4) " hereinafter) of following formula (4) expression as aromatics dihalo sulphones, the compound of being represented by following formula (5) with use (being sometimes referred to as " compound (5) " hereinafter) as aromatic dihydroxy compound, can produce the resin with repeating unit (1).In addition, by using compound (4) as aromatics dihalo sulphones, with use compound (being sometimes referred to as " compound (6) " hereinafter) by following formula (6) expression as aromatic dihydroxy compound, can produce resin with repeating unit (1) and repeating unit (2).In addition, by using compound (4) can produce resin as aromatic dihydroxy compound with repeating unit (1) and repeating unit (3) as aromatics dihalo sulphones with by the compound (being sometimes referred to as " compound (7) " hereinafter) of following formula (7) expression.
X
1-Ph
1-SO
2-Ph
2-X
2 (4)
In formula (4), X
1And X
2Each is halogen atom independently, and Ph
1And Ph
2Be defined as above.
HO-Ph
1-SO
2-Ph
2-OH (5)
In formula (5), Ph
1And Ph
2Be defined as above.
HO-Ph
3-R-Ph
4-OH (6)
In formula (6), Ph
3, Ph
4Be defined as above with R.
HO-(Ph
5)
n-OH (7)
In formula (7), Ph
5Be defined as above with n.
The example of compound (4) comprise two (4-chloro-phenyl-) sulfones and 4-chloro-phenyl--3 ', 4 '-the dichlorophenyl sulfone.The example of compound (5) comprises two (4-hydroxyphenyl) sulfones, two (4-hydroxyl-3,5-3,5-dimethylphenyl) sulfone and two (4-hydroxyl-3-phenyl) sulfone.The example of compound (6) comprises 2, two (4-hydroxyphenyl) propane of 2-, 2, two (4-hydroxyphenyl) HFC-236fa of 2-, two (4-hydroxyphenyl) thioether, two (4-hydroxy-3-methyl phenyl) thioether and two (4-hydroxyphenyl) ether.The example of compound (7) comprises quinhydrones, Resorcinol, catechol, the phenyl quinhydrones, 4,4 '-dihydroxybiphenyl, 2,2 '-dihydroxybiphenyl, 3,5,3 ', 5 '-tetramethyl--4,4 '-dihydroxybiphenyl, 2,2 '-phenylbenzene-4,4 '-dihydroxybiphenyl and 4,4 ' " dihydroxyl-p-quaterphenyl (quarterphenyl).
The example that removes the aromatics dihalo sulphones of compound (4) comprises 4,4 '-two (4-chloro-phenyl-alkylsulfonyl) biphenyl (4,4 '-bis (4-chlorophenylsulfonyl) diphenyl).Further, replace all or part of aromatics dihalo sulphones and/or aromatic dihydroxy compound, can also use the compound that has halo group and hydroxyl in the molecule such as 4-hydroxyl-4 '-(4-chloro-phenyl-alkylsulfonyl) biphenyl.
An alkali metal salt of carbonic acid can be an alkaline carbonate, and it is a normal salt, alkali metal hydrocarbonate (alkali bicarbonate/hydrogen alkali carbonate), and it is an acid salt, perhaps its both mixture.As alkaline carbonate, preferably use yellow soda ash and salt of wormwood, and, preferably use sodium bicarbonate and saleratus as alkali metal hydrocarbonate.
The example of high polar organic solvent comprises methyl-sulphoxide, 1-methyl 2-Pyrrolidone, and tetramethylene sulfone (1,1-dioxy tetramethylene sulfide (1,1-dioxothiolan)), 1,3-dimethyl-2-imidazolidone (imidazolidinone), 1,3-diethyl-2-imidazolidone, dimethyl sulfone, ethyl sulfone, diisopropyl sulfone and sulfobenzide.
The above-mentioned reaction of aromatic polysulphone resin is the dehydrohalogenation polycondensation between aromatics dihalo sulphones and the aromatic dihydroxy compound, if and do not have side reaction to take place, because its both molar ratio approached 1: 1, promptly, because the quantity of used aromatics dihalo sulphones approaches 100mol%, based on aromatic dihydroxy compound, exists such trend, the polymerization degree that is the aromatic polysulphone resin of gained becomes higher, and reduced viscosity becomes higher.Yet, in fact, because as the alkali metal hydroxide or the analogue of by product, side reaction has taken place as by substitution reaction and the depolymerization of halo group to oxy radical, and existed such trend, promptly, because this side reaction has reduced the polymerization degree of the aromatic polysulphone resin of gained, and has reduced reduced viscosity, but also exist such trend, promptly the number of oxy radical increases.In addition, if there is not side reaction to take place, because because the quantity of an alkali metal salt of carbonic acid is bigger, and the target polycondensation is carried out sooner, exists such trend, promptly the polymerization degree of the aromatic polysulphone resin of gained becomes higher and reduced viscosity becomes higher.Yet in fact, because the quantity of an alkali metal salt of used carbonic acid is bigger, above-mentioned side reaction takes place easily.In addition, if there is not side reaction to take place, because because the polycondensation temperature is higher, and the target polycondensation is carried out sooner, exists such trend, promptly the polymerization degree of the aromatic polysulphone resin of gained becomes higher and reduced viscosity becomes higher.Yet in fact, because used polycondensation temperature is higher, above-mentioned side reaction takes place easily.Therefore, because the degree of this side reaction, preferably, regulate the quantity of used aromatics dihalo sulphones, the quantity of an alkali metal salt of used carbonic acid, with the polycondensation temperature, so that obtain to have the aromatic polysulphone resin of predetermined number or more oxy radical, preferably so that the aromatic polysulphone resin that acquisition has suitable reduced viscosity.
The quantity of used aromatics dihalo sulphones can be 80 to 105mol%, and preferably 98 to 100mol%, based on aromatic dihydroxy compound.
The quantity of an alkali metal salt of used carbonic acid can be 95mol% or more, by basic metal, based on the hydroxyl of aromatic dihydroxy compound.In addition, if the quantity of used aromatics dihalo sulphones can be 80-98mol%, based on aromatic dihydroxy compound, the quantity of an alkali metal salt of used carbonic acid can be 95-100.5mol%, by basic metal, based on the hydroxyl of aromatic dihydroxy compound and, if the quantity of used aromatics dihalo sulphones is 98-105mol%, based on aromatic dihydroxy compound, the quantity of an alkali metal salt of carbonic acid can be 100.5-140mol%, by basic metal, based on the hydroxyl of aromatic dihydroxy compound.
At the typical method that is used for making aromatic polysulphone resin, obtain aromatic polysulphone resin by following manner: as the fs, aromatics dihalo sulphones and aromatic dihydroxy compound are dissolved in the organic polar solvent, as subordinate phase, the an alkali metal salt of carbonic acid is added to the solution of gained, with make aromatics dihalo sulphones and aromatic dihydroxy compound polycondensation, with as the phase III, remove an alkali metal salt of unreacted carbonic acid from the reaction mixture of gained, an alkali metal salt is alkali metal halide (as by product) for example, and organic polar solvent.
Can be 40 to 180 ℃ and can be 180 to 400 ℃ in the solvent temperature of fs in the polycondensation temperature of subordinate phase.Because the polycondensation temperature is higher, exist such trend, obtained to have the aromatic polysulphone resin of high molecular and high reduced viscosity, and this is preferred, but when the polycondensation temperature was too high, side reaction took place easily as degenerate (degradation), and this is not preferred.On the other hand, when the polycondensation temperature was too low, reaction was slow, and this is not preferred.Advantageously polycondensation can be undertaken by following manner: improve temperature gradually, remove water simultaneously as by product, and reach the reflux temperature of organic polar solvent in temperature after, further the common 1-50 of stirring material hour, preferably 10-30 hour.
Replace above-mentioned fs and subordinate phase, the at first an alkali metal salt of mixed carbonic acid, aromatic dihydroxy compound and organic polar solvent and make its reaction, taking-up is as the water of by product, then, should react with aromatics dihalo sulphones and mix, and thus, can carry out polycondensation, and when the quantity of used aromatics dihalo sulfonic acid is 80-98mol% (based on aromatic dihydroxy compound), mainly adopt this method.If when adopting this method when the quantity of used aromatics dihalo sulphones is 98-105mol% (based on aromatic dihydroxy compound), because hydroxy number reduces, this is not preferred.In this method, in order from reaction soln, to take out water, may be mixed in in the reaction soln with water azeotropic organic solvent, this causes azeotropic dehydration.Comprise benzene, chlorobenzene, toluene, methyl iso-butyl ketone (MIBK), hexane and hexanaphthene with the example of water azeotropic organic solvent.The temperature of carrying out azeotropic dehydration can be 70-200 ℃, the temperature when depending on azeotropic solvent and water azeotropic simultaneously.
In the phase III, from the reaction mixture that obtains in subordinate phase, remove an alkali metal salt of unreacted carbonic acid with filter plant or whizzer, with an alkali metal salt alkali metal halide (as by product) for example, and can obtain the solution that wherein organic polysulfone resin is dissolved in organic polar solvent thus.By from solution, removing organic polar solvent, obtain aromatic polysulphone resin.The removing of organic polar solvent can be fallen organic polar solvent by straight run distillation from solution and carry out, perhaps can be by in case solution be placed the poor solvent of aromatic polysulphone resin so that make the aromatic polysulphone resin precipitation, and by filtering or centrifugal and separation resin carries out.
In addition, if the organic polar solvent with higher melt is as polymer solvent, the reaction mixture that also possible is obtains in subordinate phase is cooled and solidifies, abrasive solid solution and, make water and aromatic polysulphone resin is not had dissolving power and organic polar solvent had the solvent of dissolving power thereafter, extract and remove an alkali metal salt of carbonic acid, an alkali metal salt is alkali metal halide (as by product) for example, and organic polar solvent.
But the viewpoint of the workability when rendeing a service and extracting from extracting, the particle diameter after grinding is 200-2 preferably, and 000 μ m is by central particle diameter (central particle diameter).When particle diameter is too big, extract to render a service deterioration and, when particle diameter too hour, caking takes place when solution extracts, and when filtering after extraction or during drying, causing obstruction, this is not preferred.Particle diameter after the grinding is preferably 250 to 1,500 μ m, and more preferably is 300 to 1,000 μ m.
As extracting solvent, for example, if sulfobenzide as polymer solvent, can use the mixed solvent of acetone and methyl alcohol.In this article, the ratio that mixes acetone and methyl alcohol can be determined by coalescent (agglomeration) performance of extracting effectiveness and aromatic polysulphone resin powder.
The aromatic polysulphone resin that is used for the present invention can be made as mentioned above, and as aromatic polysulphone resin, can use the commercially available aromatic polysulphone resin that gets (for example, by SumitomoChemical Co., " the Sumika Excel 5003P " that Ltd. makes).
Dispersion of the present invention is the dispersion of particles dispersed in water wherein, described particle comprises aforesaidly having predetermined number or more be selected from hydroxyl and the aromatic polysulphone resin of the oxy radical of oxygen anion group, and described particulate volume averaging particle diameter is 50 μ m or littler.By using aforesaid aromatic polysulphone resin particle, can obtain wherein aromatic polysulfones particles settling difficulty and dispersed fabulous dispersion with preset value or littler volume averaging particle diameter.Aromatic polysulphone resin particulate volume averaging particle diameter is preferably 30 μ m or littler, from the further viewpoint of improving dispersiveness.In addition and since when aromatic polysulphone resin particulate volume averaging particle diameter too hour, the quantity that obtains when mechanical mill reduces easily, so this particle diameter can be 5 μ m or higher.
Because aromatic polysulphone resin particle of Zhi Zaoing and the commercially available aromatic polysulphone resin particle that gets may have bigger volume averaging particle diameter as mentioned above, preferably they are ground so that have 50 μ m or littler volume averaging particle diameter by mechanical mill, so that dispersion of the present invention is provided.Suitably select mechanical abrasive method, and preferably use the shredder of impact-type to carry out this method.In addition, the environment of mechanical mill can be under normal temps (0-40 ℃), perhaps use under the low temperature (being lower than-100 ℃) of liquid nitrogen etc., and preferably at low temperatures, from grinding the viewpoint of rendeing a service.
The aromatic polysulphone resin particles dispersed can be undertaken by following manner in water: if necessary, add tensio-active agent and other component or carry out supersound process, so that make the aromatic polysulphone resin particulate concentration in the dispersion become typically 50wt% or littler, and 30wt% or littler preferably.So the dispersion that obtains can be used as the water-borne coatings material suitably, by thermotolerance and the chemical resistant properties of utilizing aromatic polysulphone resin, obtains thermotolerance and the fabulous coated thin film of chemical resistant properties.
Embodiment
Embodiments of the invention will show hereinafter, but the present invention is not subject to this.
[measurement of oxy radical number in the aromatic polysulphone resin]
The aromatic polysulphone resin of pre-determined quantity is dissolved in dimethyl formamide, and adds excessive tosic acid.Use potentiometric titrator, with 0.05mol/L potassium methylate/this solution of methylbenzene methanol solution titration, remaining tosic acid is neutralized, and hydroxyl is neutralized.Because need the number of a certain amount of potassium methylate of this hydroxyl neutral (mol is converted into number) corresponding to the oxy radical in the aromatic polysulphone resin of above-mentioned predetermined amount, and the value (mol is converted into number) that the aromatic polysulphone resin by predetermined amount (g) (g/mol) obtains divided by the formula weight (formula weight) of the repeating unit of aromatic polysulphone resin is corresponding to the number of repeating units in the aromatic polysulphone resin of predetermined amount, by with the former divided by the latter and multiply by 100, obtained the repeating unit that forms aromatic polysulphone resins with respect to 100, quantity is the number of the oxy radical (being selected from hydroxyl and oxygen anion group) of 1.6 or more a plurality of groups.
[measurement of the reduced viscosity of aromatic polysulphone resin]
The aromatic polysulphone resin of about 1g is dissolved in N, and dinethylformamide and realize its volume 1dL uses Ostwald type viscosity tube 25 ℃ of viscosity (η) of measuring this solution.Use Ostwald type viscosity tube at the N of 25 ℃ of measurements as solvent, the viscosity (η of dinethylformamide
0).From the viscosity (η) of solution and the viscosity (η of solvent
0) acquisition specific viscosity ratio ((η-η
0)/η
0), and this specific viscosity ratio is divided by the viscosity of solution (approximately 1g/dL), and thus, obtain the reduced viscosity (dL/g) of aromatic polysulphone resin.
[measurement of aromatic polysulphone resin particulate volume averaging particle diameter]
Dispersion agent (" nonionogenic tenside Emulgen " wherein, make by Kao Corporation) water that is dissolved into about tens of ppm concentration is used as the measurement solvent, to wherein adding the aromatic polysulfones particle, make by ultrasonic that this mixture is loosening slightly to make its dispersion, use laser diffraction and scattering particle size distribution measurement machine (" LMS-30 ", by SEISHIN ENTERPRISE CO., LTD. makes) the measurement volumes average particulate diameter.
[assessment of aromatic polysulphone resin particulate dispersiveness]
With the dispersion of aromatic polysulphone resin particle in water put into measuring cell and, its middle portion in vertical direction just, use tone measuring engine (" color difference meter ZE-2000 ", by NIPPON DENSHOKU INDUSTRIES CO., LTD makes) measure tone with transparent mode, and measure from measuring the transparency (L value) of beginning after 1 minute, 5 minutes and 20 minutes.Because this transparency is lower, this means that particle is disperseed well.
Embodiment 1 to 5 and Comparative Examples 1 to 3
The aromatic polysulphone resin particle (" Sumika Excel 5003P ", by Sumitomo ChemicalCo., Ltd. makes, and comprises 2 oxy radicals, with respect to 100 repeating units that form aromatic polysulphone resin; And have the reduced viscosity of 0.515dL/g and the volume averaging particle diameter of 352 μ m) to grind with the impingement mechanical grinder at low temperatures and obtain the volume averaging particle diameter be that particle A, the volume averaging particle diameter of 8 μ m is that particle B and the volume averaging particle diameter of 20 μ m is the particle C of 24 μ m.The particle of Yan Moing is not as particle D.In addition, and the aromatic polysulphone resin particle (" Sumika Excel 4100MP ", by Sumitomo Chemical Co., Ltd. makes, and does not comprise hydroxyl/oxygen anion group; And have the reduced viscosity of 0.41dL/g and the volume averaging particle diameter of 12 μ m) be used as particle E.
Pure water (15mL), particle A to E, quantity is shown in Table 1 and the tensio-active agent (polyoxyethylene alkyl ester) of 50 μ L is added to the 50mL conical beaker separately, stirs subsequently 30 minutes.Carry out supersound process and obtained the dispersion of aromatic polysulphone resin particle in water in 10 minutes thereafter.With regard to this dispersion, assessment is dispersed, the results are shown in the table 1.
Table 1
Claims (5)
1. dispersion, wherein satisfy following (a) and the aromatic polysulphone resin particles dispersed (b) of requiring in water:
(a) form aromatic polysulphone resin particulate aromatic polysulphone resin and have oxy radical, it is selected from hydroxyl and oxygen anion group, and quantity is 1.6 or more a plurality of group, with respect to 100 repeating units that form aromatic polysulphone resin; With
(b) aromatic polysulphone resin particulate volume averaging particle diameter is 50 μ m or lower.
2. the dispersion of claim 1, wherein aromatic polysulphone resin is the resin that has by the repeating unit of following formula (1) expression
-Ph
1-SO
2-Ph
2-O- (1)
Wherein, Ph
1And Ph
2Be phenylene independently of one another, wherein be present in the phenylene hydrogen atom each can be replaced by alkyl, aryl or halogen atom independently.
3. the dispersion of claim 1, wherein the reduced viscosity of aromatic polysulphone resin is 0.25 to 0.60dL/g.
4. each dispersion in the claim 1 to 3, wherein aromatic polysulphone resin has 5% weight loss temperature in 400 ℃ or the higher thermogravimetry.
5. coating composition, it comprises in the claim 1 to 4 each dispersion.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2009199762 | 2009-08-31 | ||
| JP2009-199762 | 2009-08-31 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN102002236A true CN102002236A (en) | 2011-04-06 |
Family
ID=43625810
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2010102679413A Pending CN102002236A (en) | 2009-08-31 | 2010-08-27 | Water dispersion of aromatic polysulfone resin particles |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US20110054120A1 (en) |
| JP (1) | JP2011068862A (en) |
| KR (1) | KR20110023783A (en) |
| CN (1) | CN102002236A (en) |
| DE (1) | DE102010035604A1 (en) |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| JP5560770B2 (en) * | 2010-02-26 | 2014-07-30 | 住友化学株式会社 | Liquid crystal polymer composition and molded product thereof |
| ITUB20160860A1 (en) | 2016-02-18 | 2017-08-18 | Medica S P A | USE OF POROUS GRANULES OF POLISULPHONE OR ITS DERIVATIVES FOR THE REMOVAL OF ORGANIC MOLECULES FROM A FLUID |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4020046A (en) * | 1970-06-19 | 1977-04-26 | Imperial Chemical Industries Limited | Aromatic polysulphone coated article and bonded structure |
| CN1290722A (en) * | 1999-06-24 | 2001-04-11 | 住友化学工业株式会社 | Aromatic polysulphone resin composition and its moulded product |
| JP2001146571A (en) * | 1999-11-19 | 2001-05-29 | Sumitomo Chem Co Ltd | Coating material and its coated product |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0032630A1 (en) * | 1980-01-21 | 1981-07-29 | Imperial Chemical Industries Plc | Production of aqueous dispersion of aromatic polyethersulphone |
-
2010
- 2010-07-30 JP JP2010171793A patent/JP2011068862A/en active Pending
- 2010-08-25 KR KR1020100082435A patent/KR20110023783A/en not_active Application Discontinuation
- 2010-08-27 CN CN2010102679413A patent/CN102002236A/en active Pending
- 2010-08-27 DE DE102010035604A patent/DE102010035604A1/en not_active Withdrawn
- 2010-08-30 US US12/871,207 patent/US20110054120A1/en not_active Abandoned
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4020046A (en) * | 1970-06-19 | 1977-04-26 | Imperial Chemical Industries Limited | Aromatic polysulphone coated article and bonded structure |
| CN1290722A (en) * | 1999-06-24 | 2001-04-11 | 住友化学工业株式会社 | Aromatic polysulphone resin composition and its moulded product |
| JP2001146571A (en) * | 1999-11-19 | 2001-05-29 | Sumitomo Chem Co Ltd | Coating material and its coated product |
Also Published As
| Publication number | Publication date |
|---|---|
| DE102010035604A1 (en) | 2011-03-31 |
| KR20110023783A (en) | 2011-03-08 |
| US20110054120A1 (en) | 2011-03-03 |
| JP2011068862A (en) | 2011-04-07 |
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